A 5-HT receptor agonist
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α-methyl Serotonin (maleate)

Item No. 28542

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(2-aminopropyl)-1H-indol-5-ol, (2Z)-2-butenedioate
CAS Number
97469-12-0
Synonyms
  • α-Me-5-HT
  • α-Methyl-5-HT
  • α-Methyl-5-hydroxytryptamine
  • α-Methylserotonin
Molecular Formula
C11H14N2O • C4H4O4
Formula Weight
306.3
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 25 mg/mlEthanol: Slightly solublePBS (pH 7.2): 2 mg/ml
λmax
276, 302 nm
SMILES
OC1=CC=C2C(C(CC(C)N)=CN2)=C1.OC(/C=C\C(O)=O)=O
InChi Code
InChI=1S/C11H14N2O.C4H4O4/c1-7(12)4-8-6-13-11-3-2-9(14)5-10(8)11;5-3(6)1-2-4(7)8/h2-3,5-7,13-14H,4,12H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
InChi Key
YQNHFSXRABPJLP-BTJKTKAUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Product Description

    α-methyl Serotonin is an agonist of serotonin (5-HT) receptors.1,2 It binds selectively to 5-HT1A, 5-HT1B, 5-HT1C, and 5-HT1D receptors over 5-HT1E receptors (Kis = 42, 85, 150, 150, and >10,000 nM, respectively).1 It is also selective for 5-HT2B and 5-HT2C receptors over 5-HT2A receptors (EC50s = 2.98, 50.1, and 794 nM, respectively).2 α-methyl Serotonin (30 μM) potentiates motor neuron depolarizations induced by NMDA (Item No. 14581) in the presence of the NMDA receptor antagonist memantine (Item No. 14184) in R. pipiens (frog) spinal cord ex vivo.3 It also increases dopamine release from rat striatum in vivo in a dose-dependent manner.4 α-methyl Serotonin (64 μg/kg) increases systolic blood pressure and transiently increases heart rate in conscious dogs.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ismaiel, A.M., Titeler, M., Miller, K.J., et al. 5-HT1 and 5-HT2 binding profiles of the serotonergic agents α-methylserotonin and 2-methylserotonin. J. Med. Chem. 33(2), 755-758 (1990).

    2. Baxter, G., Kennett, G., Blaney, F., et al. 5-HT2 receptor subtypes: A family re-united? Trends Pharmacol. Sci. 16(3), 105-110 (1995).

    3. Holohean, A.M., and Hackman, J.C. Mechanisms intrinsic to 5-HT2B receptor-induced potentiation of NMDA receptor responses in frog motoneurones. Br. J. Pharmacol. 143(3), 351-360 (2004).

    4. Santiago, M., Matarredona, E.R., Machado, A., et al. Influence of serotoninergic drugs on in vivo dopamine extracellular output in rat striatum. J. Neurosci. Res. 52(5), 591-598 (1998).

    5. Wilson, H., Coffman, W.J., and Cohen, M.L. 5-Hydroxytryptamine3 receptors mediate tachycardia in conscious instrumented dogs. J. Pharmacol. Exp. Ther. 252(2), 683-688 (1990).